ClassifyIt is a specialized add-in for Microsoft Office applications (Word, Excel, PowerPoint) and Outlook that enables consistent and enforceable classification of documents and emails. It addresses the growing need for organizations to manage information sensitivity and prevent data loss while maintaining user awareness of security policies. Purpose and Core Idea At its core, ClassifyIt ensures that every document or email carries a classification label, both visible and embedded in metadata. Visible labels, such as headers, footers, or subject line prefixes, increase user awareness and provide immediate context about the sensitivity of information. Embedded metadata (document properties, custom headers in Outlook) allows automated tools and Data Loss Prevention (DLP) systems to recognize and process classified content correctly. The tool aims to reduce the risk of accidental leaks, enforce compliance with internal security rules, and streamline governance processes across Office workflows. Key Features Labelling & Marking: Users can assign security markings like Public, Internal, Confidential, or custom levels. The markings appear in the document/email and are also embedded as structured metadata. Policy Enforcement: ClassifyIt can restrict actions such as sending unclassified emails, forwarding sensitive content to unauthorized recipients, or attaching documents with missing or conflicting classifications. Customizable Schemas: Organizations can tailor classification levels, release markings, formatting, and policy enforcement through a JSON configuration. Configurations can be distributed centrally via file shares or web servers. Outlook Integration: For emails, ClassifyIt adds classification text at the top of the message body and inserts metadata in message headers. Replies and forwards can be tracked and checked against the original item’s classification. Support for DLP: By embedding standardized metadata, ClassifyIt makes it easier for gateways, firewalls, or security monitoring systems to detect sensitive information and apply protection rules. Flexibility: The software supports both 32-bit and 64-bit Office installations. It works on local Windows systems with natively installed Microsoft Office. Versions and Licensing Free Version: Offers core classification features and supports the widely used TLP (Traffic Light Protocol) schema. Suitable for private use, evaluation, or small-scale scenarios. Commercial Licenses: Perpetual licenses are available with optional subscription-based support and upgrades. Pricing is transparent and competitive, making it accessible for both small and larger organizations. Latest Release: As of 2025, version 6.5 (64-bit) is the newest available build, alongside a 32-bit variant. Benefits Increases employee awareness of information sensitivity. Provides a simple, consistent way to label and protect documents and emails. Strengthens compliance with legal, regulatory, or contractual data protection requirements. Complements technical DLP and governance tools by embedding actionable metadata. Minimizes accidental leaks and misclassification through real-time enforcement. Conclusion ClassifyIt is a practical, lightweight, and effective solution for organizations that rely on Microsoft Office and Outlook. By combining visible markings with hidden metadata and enforceable policies, it bridges the gap between user behavior and automated security controls. The result is a cost-effective tool that supports both cultural awareness and technical enforcement of information security.